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Metalla‐Assembled Electron‐Rich Tweezers: Redox‐Controlled Guest Release Through Supramolecular Dimerization
Author(s) -
Krykun Serhii,
Dekhtiarenko Maksym,
Canevet David,
Carré Vincent,
Aubriet Frédéric,
Levillain Eric,
Allain Magali,
Voitenko Zoia,
Sallé Marc,
Goeb Sébastien
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201912016
Subject(s) - molecular tweezers , tweezers , supramolecular chemistry , redox , chemistry , fluorene , combinatorial chemistry , supramolecular assembly , nanotechnology , photochemistry , molecule , materials science , polymer , organic chemistry
Abstract Developing methodologies for on‐demand control of the release of a molecular guest requires the rational design of stimuli‐responsive hosts with functional cavities. While a substantial number of responsive metallacages have already been described, the case of coordination‐tweezers has been less explored. Herein, we report the first example of a redox‐triggered guest release from a metalla‐assembled tweezer. This tweezer incorporates two redox‐active panels constructed from the electron‐rich 9‐(1,3‐dithiol‐2‐ylidene)fluorene unit that are facing each other. It dimerizes spontaneously in solution and the resulting interpenetrated supramolecular structure can dissociate in the presence of an electron‐poor planar unit, forming a 1:1 host–guest complex. This complex dissociates upon tweezer oxidation/dimerization, offering an original redox‐triggered molecular delivery pathway.